Day Trips
Mountain Biking in Stillwell
Awesome single-track course for bikers with experience!
Killer riding on single-track course in Stillwell, Long Island—10 to 12 miles! You can take it fast and hard, or slow and sure through twists and turns, undulating hills, occasional rocks and conspiring roots.
Two top, experienced Outdoor Bound guides will lead you and instruct according to your needs. This is a great trail—one of our favorites. You’ll learn bunny hops, how to go over logs and other obstacles, work with steep and rocky terrain, learn about distribution of weight and much more. The course will be varied between 10-mile or 16-mile trails, depending on comfort level and ability. We will also break throughout the day as needed.
Two licensed guides and insurance included. Train tickets are out-of-pocket (about $19, purchase at the train station). You may also drive to meet us at the Cold Spring Harbor (Long Island) train station.
Bike Requirements
- It must be a mountain bike!
- Must have knobby mountain bike tires
- Brakes need to be in good working order
- Front suspension (shocks) recommended but not required
- Helmet required; eye protection recommended
- Spare tire tube recommended
If your bike does not meet the above requirements, you may be required to rent a bike in advance of the trip. This is to ensure your safety as well as the compatibility of all riders.
Bike Rental
You must bring a bike and helmet on this trip. If you don’t own a bike, you may rent one from area bike stores. One we can recommend:
Manhattan Bicycle
791 Ninth Avenue
New York, New York
Open 10 AM - 7 PM
Phone: (212) 262-0111
You will need to do an overnight rental (pick bike up the evening before the trip).
Helmets are required for all riders; you must provide your own.
Event Details
- Trip Includes Experienced biking guides, insurance and unlimited fun
- Leave Penn Station, LIRR, Port Jefferson Line. Depart @ 8:24 AM, arrive Syosset 9:16 AM. Our guides will meet you at the Syosset station.
- Return LIRR Train departs Syosset at 1:14 PM and 1:46 PM. You are welcome to bike for additional time, but it will be at your own risk, as a guide will not be present.
- Train Tickets Out-of-pocket (about $16)—purchase at Penn Station. Tickets are $7.75 each way--buy ticket at the station (not on the train).
- Drive to Meet Us You may meet us at the Syosset train station; please arrive by 9:15 AM.
Want to share this event or trip?
16 to 23 Miles of Great Riding
The 10-15 miles of moderate to challenging single-track riding is intended for bikers with intermediate to advanced riding ability. Our modified, shorter rides (10 or 16 miles) are intended for the experienced beginner-to-intermediate rider who is looking to learn some new skills such as efficient shifting, cadence, bunny-hops, riding over logs, and climbing and descending hills. The trail provides for advanced hill climbs and steep technical descents.
The hard-pack greenbelt single-track is well maintained and makes for a challenging ride with a number of decent climbs and descents but not too much technical difficulty. Once in the woods, the trail unravels from an abandoned farm field to a deep forest of many twists, turns, miniature loops and hilly terrain. Good bike-handling skills are necessary to negotiate the many tight corners. This trail was designed and built specifically to take advantage of the varied hilly terrain, and the amount of vertical feet gained in this ride accumulates rapidly.
Intensity Levels
This event or trip is Intensity Level 3.
Riders need to have some experience (not suitable for absolute beginners) and be comfortable on a bike. If you have ridden a mountain bike one or two times and liked it, you will enjoy this trip. We will stop and rest as necessary.
Overview > Adventures at All Skill Levels
We offer adventures for everyone, no matter what your skill level. This guide will help you decide which trip is right for you.
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Activity
How long (in hours) you may be active every day during the trip.
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Distances
You should feel confident that you would be able to complete these distances every day of your trip.
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Surfaces
What types of terrain you may encounter and should be prepared for on your trip.
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Elevation Change
The largest elevation change you may encounter on your trip.
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Altitude
The highest elevation you may reach on your trip.
Level 1 > Laid-Back, Unhurried, Restful
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Activity
1 – 3 hours
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Distances
Walk or hike less than 3 miles
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Surfaces
Flat terrain
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Elevation Change
Little or none
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Altitude
Less than 3,000 feet
Level 2 > Easy Active — Perfect for Active First-Timers
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Activity
2 – 5 hours
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Distances
Hike up to 6 miles, cycle 10 – 30 miles most days
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Surfaces
Flat or rolling terrain with some steeps possible
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Elevation Change
Up to 1,500 feet per day
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Altitude
Up to 6,000 feet
Level 3 > Moderate — for Novices & Above
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Activity
4 – 6 hours most days
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Distances
Hike up to 10 miles, cycle 20 – 40 miles most days
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Surfaces
Rolling or mountainous terrain with some steeps
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Elevation Change
Up to 2,000 feet per day
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Altitude
Up to 10,000 feet
Level 4 > Vigorous — Recommended for Fit Travelers with Basic Skills
Experience required.
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Activity
5 – 8 hours most days
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Distances
Hike up to 12 miles, cycle 30 – 50 miles most days
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Surfaces
Mountainous, exposed terrain with steep ascents/descents and uneven trails
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Elevation Change
Up to 3,000 feet per day
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Altitude
Up to 14,000 feet
Level 5 > Strenuous — Very Fit or Experienced Travelers
Experience required; doctor’s release may be required (if so, will be noted in trip description).
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Activity
10 plus hours per day
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Distances
Hike 12 or more miles, cycle 50 miles most days
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Surfaces
Remote mountainous, exposed terrain with steep ascent and descents, uneven trails with loose features
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Elevation Change
Up to 4,000+ feet per day
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Altitude
May well exceed 14,000 feet
Winter Hike & Hound Eight Mile Hike
Experienced, Fun & Qualified Guides
From cycling across the United States to leading horse treks through New Zealand to scaling Nepalese peaks, Outdoor Bound guides have real-world outdoor experience. Collectively, they have hiked, biked, climbed and kayaked tens of thousands of miles around the globe.
Whether their professional backgrounds are as teachers, personal trainers, artists, environmentalists or business leaders, they all have an extensive knowledge of the natural world and local history. Each guide has also passed a rigorous guide certification program and is trained in wilderness first aid or as a Wilderness First Responder.
Diverse & Interesting Groups
There is no typical Outdoor Bound participant. While ages typically range from 20 to 50, those who come to experience outdoor adventure range from singles to couples, from lawyers to waiters. They are a mix of women and men. While the group is always diverse, you will certainly feel welcome. Our guides go the extra mile to make the atmosphere of each trip social and fun. Many people in the Outdoor Bound community have forged lasting friendships as a result of our trips.
New Experiences
Skydiving, ice-climbing, hot-air ballooning, skiing and hiking every weekend are just a few of Outdoor Bound’s year-round adventures. These trips are accessible to everyone, including the novice, who might feel a little uneasy, the young urban professional trying to get away and even the adrenaline junkie looking for a new rush.
Environmental Awareness
“Leave nothing but footprints, take nothing but pictures,” is the Leave No Trace motto embraced by Outdoor Bound. From purchasing bamboo T-shirts to printing with soy-based inks on recycled paper, Outdoor Bound strives to create the least environmental impact possible while on trips and in the office.
Other Trips in This Category
- 3rd of July Hike & Swim
- 4th of July Hike & Swim
- Adventure Tri Clinic
- Autumn Glider Soaring
- Autumn Mohonk Scramble Challenge
- Autumn Waterfall Canyoneering
- Awosting Falls
- Backcountry Snowshoe on Russian Bear Mountain
- Backwoods Snow Sledding
- Backwoods Snowshoeing
- Backwoods Snowshoeing: Catskill Mountains, High Point
- Backwoods Snowshoeing: Catskills, Panther Mountain
- Backwoods Snowshoeing: Catskills, Slide Mountain
- Backwoods Snowshoeing: Surebridge Mountain
- Bearfort Mountain Hike
- Black Ash Mountain Hike
- Black Rock Hike
- Breakneck Ridge Hike & Scramble
- Breakneck Ridge Hike to Mount Taurus
- Bullets, Beer & BBQ
- Canoe & Kayak
- Canopus Lake Hike
- Castle Ruin Hike
- Catskills Hike & Rappel: Panther Mountain
- Catskills Hike: Indian Head Mountain
- Catskills Hike: Panther Mountain
- Catskills Hike: Slide Mountain
- Catskills Hike: Sugarloaf Mountain
- Catskills Snowshoeing & Rappelling
- Class V Whitewater Rafting
- Clay’s Private Rock Climbing, Hiking & Camping Weekend
- Columbus Day 6 Mile Hike: Gertrude’s Nose in Minnewaska
- Cross Country Ski & Snowshoe
- Diamond Mountain Hike
- Dog, Beach & Vine
- Echo Lake Hike
- Empire Hotel Rooftop Cocktails & Gear Raffle
- End to End: Sterling Ridge Hike
- Evening Horseback, Hayride & Cookout
- Fall Foliage Hike, Apple & Pumpkin Picking
- Fall Foliage Horseback, Apple & Pumpkin Picking
- Fourteen Peaks Hike
- Fourth of July Skydiving!
- Full Moon Halloween Hike
- Full Moon Hike
- Full Moon Kayaking to Abandoned Castle
- Gertrude’s Nose 6 Mile Hike in Minnewaska
- Groundhog Day Hike: Russian Bear
- Gunks Hike & Whiskey Tasting
- Gunks Horseback Riding & Whiskey Tasting
- Gunks Winter Hike & Whiskey Tasting
- Half Day Hudson Valley Biking, Hiking & Pub
- Halloween Costume Hike & Pub
- Halloween Hangover Hike: Ramapo Ridge 9 Miles
- Halloween Horseback Riding & Wine Tasting
- Hang Gliding Adventure
- High Peterskill Hike in Minnewaska
- High Ridge Hike & Yoga
- High Ropes Climbing
- Hike & Art Gallery
- Hike & Hound 6-Mile Hike
- Hike & Hound Eight Mile Hike
- Hike & Pilates
- Hike & Wine Tasting
- Hike The Great Escape
- Hike the Hamptons
- Hike to High Point in the Catskills Mountains
- Hike, Swim & Wine Tasting
- Hike, Swim, Wine Tasting & Grateful Dead Tribute
- Hike, Swim, Wine Tasting & Harvest Moon Folk Festival
- Hike, Swim, Wine Tasting & Johnny Cash Tribute
- Hike, Wine & Charcuterie Tasting
- Hike, Wine & Fondue Dinner: Appalachian Trail
- Hike, Wine & Fondue Dinner: Ship Rock Ridge
- Hike, Wine & Fondue Dinner: Tom Jones Mountain
- Hike, Wine & Fondue Tasting: Tom Jones Mountain
- Hike, Wine & Shakespeare in the Orchard
- Hike, Yoga & Swim
- Hippo Rock Hike
- Hollywood Stunt Class: High Falls
- Hollywood Stunt Class: Trampoline
- Horseback & Art Gallery
- Horseback & Hike
- Horseback Riding & Wine Tasting
- Horseback Riding and Introduction to Polo
- Horseback, Hike & Swim
- Horseback, Wine Tasting & Apple Picking
- Hot Air Ballooning
- Hudson Half Day Sailing & Hike
- Hudson River Brunch Sailing Excursion
- Hudson River Sunset Sea Kayaking Intro & Pub
- Hudson Sailing & Hike
- Hudson Valley Biking, Hiking & Pub
- Ice Climbing
- Indoor Rock & Pints
- Indoor Rock Climbing
- Intro to Dragon Boat Racing
- Iron Mine & Lemon Squeezer Hike
- Kaaterskill Falls Eight Mile Hike
- Kristin’s Private Hike, Wine & Fondue Tasting
Bringing a Friend or Two?
Please be sure to enter the total number of people in the Qty box. In addition, be sure to include your friends’ names and cell-phone numbers on the final Checkout page. The final discount price is the price per person, multiplied by the Qty you enter.
Reminder about Trip Conditions
We closely monitor snow, ice and related weather conditions before each trip. Lack of snow or similar, unsatisfactory weather/trail/river conditions may lead to changes to the trip or rescheduling or cancellation.
Please consult the individual trip description or Event Calendar for notice of any such changes. Refer to our full Policies page for more information about reservations and cancellations.
